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Reginald served Lordaeron as soldier but became a commander of Stormwind later on. He was seen by the people of Stormwind to be a legend for holding the Ironfoe. Windsor was sent by the Alliance to commander their forces in the Burning Steppes. Windsor was captured by the Dark Iron Dwarves when trying to warn a party about the Blackrock orcs. He managed to escape but lost the Ironfoe to Emperor Thaurissian.
He later came back to Stormwind and warned Varian that Katran Prestor is Onyxia. Knowing he would face death, he went to the high court to expose Katrana Prestor as Onyxia. With her disguise removed, Onyxia killed Windsor.